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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 38145Generated: October 25, 2026

Phthaloyl chloride → (Tert-butoxy)-n-[2-(1,3-dioxobenzo[c]azolidin-2-yl)pyrimidin-5-yl]carboxamide

https://huagongshe.com/reaction/38145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthaloyl chlorideHCID 6955—
Reactanttert-Butyl (2-aminopyrimidin-5-yl)carbamateHCID 22064425—
SolventPyridineHCID 1049—
SolventEthyl AcetateHCID 8857—
Product(Tert-butoxy)-n-[2-(1,3-dioxobenzo[c]azolidin-2-yl)pyrimidin-5-yl]carboxamideHCID 2080027491.1%

Reaction Conditions

Temperature45 °C

Reaction Steps

To a solution of N-(2-aminopyrimidin-5-yl)(tert-butoxy)carboxamide (0.237 g, 1.0 mmol) in pyridine (1 mL) was added phthaloyl dichloride (0.144 mL, 1.0 mmol). The resulting suspension was stirred at 45° C. for 2 hr, diluted with EtOAc, washed with water and brine, dried and concentrated in vacuo to give crude (tert-butoxy)-N-[2-(1,3-dioxobenzo[c]azolidin-2-yl)pyrimidin-5-yl]carboxamide (0.31 g). ES-MS (M+H)+=341; (M+H-tBu)+=285.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524721B2
Source datasetuspto-grants-2013_09
ORD IDord-6d84e0d607b74e3cbcd1f84777651352
Source noteuspto-grants-2013_09